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Volumn 38, Issue 6, 1997, Pages 989-992

Use of an acetylenic sulfone as an alkene dipole equivalent in the synthesis of (±)-pumiliotoxin C

Author keywords

[No Author keywords available]

Indexed keywords

PUMILIOTOXIN; PUMILIOTOXIN C; UNCLASSIFIED DRUG;

EID: 0031562066     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02506-3     Document Type: Article
Times cited : (20)

References (43)
  • 4
    • 0000442502 scopus 로고
    • For previous examples of conjugate additions of nitrogen nucleophiles to acetylenic sulfones
    • 3. For previous examples of conjugate additions of nitrogen nucleophiles to acetylenic sulfones, see: (a) Back, T.G.; Collins, S.; Law, K.-W. Can. J. Chem. 1985, 63, 2313.
    • (1985) Can. J. Chem. , vol.63 , pp. 2313
    • Back, T.G.1    Collins, S.2    Law, K.-W.3
  • 12
    • 0028810449 scopus 로고
    • For previous racemic syntheses
    • 5. For previous racemic syntheses, see: (a) Mehta, G.; Praveen, M. J. Org. Chem. 1995, 60, 279.
    • (1995) J. Org. Chem. , vol.60 , pp. 279
    • Mehta, G.1    Praveen, M.2
  • 31
    • 0029933033 scopus 로고    scopus 로고
    • For syntheses of the unnatural (+)-1, (t)
    • For syntheses of the unnatural (+)-1, see: (t) Toyota, M.; Asoh, T.; Fukumoto, K. Tetrahedron Lett. 1996, 37, 4401.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 4401
    • Toyota, M.1    Asoh, T.2    Fukumoto, K.3
  • 40
    • 0011337439 scopus 로고    scopus 로고
    • 2 groups
    • 2 groups.
  • 41
    • 0002653770 scopus 로고
    • For examples of reductive desulfonylations with Na/Hg, and references cited therein
    • 11. For examples of reductive desulfonylations with Na/Hg, see: Trost, B.M.; Bull. Chem. Soc. Jpn. 1988, 61, 107, and references cited therein.
    • (1988) Bull. Chem. Soc. Jpn. , vol.61 , pp. 107
    • Trost, B.M.1
  • 42
    • 0011285699 scopus 로고    scopus 로고
    • 1H-NMR (400 MHz) δ 9.60 (m, 1 H), 8.30 (m, 1 H), 3.33 (m, 1 H), 3.00 (m, 1 H), 2.55-2.30 (m, 2 H), 2.23-1.95 (m, 4 H), 1.92-1.84 (broad d, 1 H), 1.83-1.75 (broad d, 1 H), 1.72-1.35 (m, 6 H), 1.32-1.20 (m, 1 H), 1.04-0.95 (m, 1 H), 0.92 (t, J= 7.4 Hz, 3 H), 0.90 (d, J= 6.2 Hz, 3 H);
    • 13C-NMR (100 MHz) δ 60.1, 58.0, 40.9, 34.8, 34.3, 29.1, 27.2, 25.2, 23.1, 20.6, 19.7, 19.1, 13.7.
  • 43
    • 0011324502 scopus 로고    scopus 로고
    • +, 2), 194 (3), 166 (5), 152 (100)
    • +, 2), 194 (3), 166 (5), 152 (100).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.